Book Vacation Apartments in Chicago

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Featured Apartments in Chicago

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Vacation Apartments in Chicago

Hotels are a great option for a quick flyby, but a wise wanderer wants deeper insight into a new place. Booking an apartment is your opportunity to really taste the flavor of Chicago and become a temporary resident. We can help you secure the cozy or luxury apartment you want to make your adventure as chic or comfy as you desire.

With an apartment, you feel right at home—even in the heart of a new city. Choose an apartment with a full kitchen or kitchenette so you can whip up a scrumptious breakfast in the morning, or pack a lunch before beginning your adventure for the day. Would you rather stay in with your someone special? Enjoy the privacy your apartment offers as you sip wine and settle in for a well-deserved evening on the couch.

Travelocity offers apartments throughout Chicago, including luxury apartments where you can gaze out at the sweeping views of local landmarks from a grand balcony. Would you rather spend your vacation funds on amazing concerts or that gastropub right on the corner? Then opt for one of our cheap apartments near the best destinations to stretch your dollar as far as it will go.

Choose from many different apartments for the one that best suits your travel style. Studio apartments are an excellent choice for lone wolf or business travelers who need a snug den to relax in between outings. Planning on bringing the whole family? Serviced apartments mean cleaned sheets and vacuumed floors, so you can feel at home without having to actually perform the domestic drudgery during your time off.

If you want to eat, breathe, and live like a local in Chicago, then there’s really only one choice. Check out our many apartment options throughout Chicago. Your perfect retreat is calling your name!

Chicago Apartments essential information

Number of reviews
167 Apartments
Lowest Price
Highest Price
Popular accommodation
La Villita, Cozy & Comfy Studio, Vintage Greystone in historic Oak Park walking distance to restaurants and shops, Modern apartment in great central location!, Stylish Luxe King bed w/Free Parkng near DT Oak Pk, Sunny Coach House in Historic Oak Park, Luxury Apartment With Private Office & Terrace, Special Skevanston Space 2mi to Northwestern University & beach, Evanston Vacation Rental Near Northwestern!, Adorable 1BR Apartment in Evanston, Luxury 2bdr&2bath/Fast WiFi/4KTVs/Free parking/Comfy beds/Getaway, Luxurious 2-Bedroom unit, WFH Equipped